Tuscany in a Day Tour from Florence

Visit Siena, dine at a Chianti vineyard, explore San Gimignano, and see the Leaning Tower of Pisa!

4.81 (52) ·

Travel Flexibly

· 12.00h · Florence, Italy

Searching for the ultimate day trip from Florence? On this unforgettable tour through Tuscany, take a guided walk through the medieval city of Siena, visit a Chianti vineyard for a decadent wine tasting and traditional Tuscan lunch, wander around the enchanting town of San Gimignano, and get a close-up look at the Leaning Tower of Pisa! With comfortable, round-trip transportation included and a knowledgeable guide leading the way, this is the best way to discover all that Tuscany has to offer!

What You Get With This Tour

Expert, local guide
Roundtrip transportation via air-conditioned coach
Guided walking tour of Siena with cathedral entrance
Free time to explore Siena at your leisure
Tuscan lunch at a family-run vineyard
Sample 4 different wines
Explore the enchanting town of San Gimignano
Scenic drive to Pisa
Gratuities
Hotel pick up and drop off
Tickets to the Leaning Tower of Pisa

Tour Itinerary

1

Tuscany in a day
Tuscany in a day
2

Siena Cathedral
Guided by a knowledgeable expert, witness the grandeur of this medieval masterpiece.
3

Siena guided tour
Begin your Tuscany adventure with a stroll through the medieval streets of Siena. Dive into history, art, and local culture as you explore the treasures of this ancient city.
4

Chianti vineyards
Immerse yourself in the flavors of the region, complemented by the picturesque beauty of the vineyard surroundings.
5

Local wine tasting
Indulge in a decadent wine tasting experience, during a Tuscan lunch at a family-run vineyard.
6

Delightful Tuscan lunch
Surrounded by rolling hills and vine-covered landscapes, savor the flavors of Tuscany.
7

Seasonal products and wines
Each dish is crafted from fresh, organic farm produce, creating a gastronomic symphony that pairs seamlessly with the fine wines of the vineyard.
8

San Gimignano
Experience the serenity of San Gimignano as you explore its idyllic streets and squares.
9

The city of Towers
Marvel at the medieval towers that define the skyline and lose yourself in the charm of this hilltop town. Capture the essence of San Gimignano, a place where time seems to stand still.
10

Free time in Pisa
As the perfect finale, enjoy free time to explore the historic center of Pisa, where every corner tells a tale of the city's rich history.
11

All the best of Tuscany
Experience the best this iconic region has to offer, on a full day tour!

Additional Information

Good to know:

Accessibility: Unfortunately, due to the uneven and steep surfaces, this day trip to Tuscany is not suitable for wheelchair users or those who may have trouble walking.
Dress Code: Knees and shoulders should be covered for entry into the Siena Duomo and Pisa Cathedral, as is required at most religious sites.
Dietary Restrictions: Vegetarian and gluten-free options are available, but please contact us in advance so we can work with our partners to accommodate your needs.
Alcohol Consumption: This experience includes sampling 4 wines; participants must be 18 or older to drink alcohol in Italy.
Tour Changes: At times the Duomo in Siena will be closed for religious services, in which case you will visit the Santa Maria della Scala Museum instead. The itinerary of this tour is subject to change based on weather, and traffic.
Check-in: Arrive 15 minutes early for check-in at the meeting point so the group can enter sites on time.

Your 12-hour tour includes:

Expert English-speaking guide
Roundtrip transportation via air-conditioned coach
Guided walking tour of Siena with cathedral entrance
Tuscan lunch at a family-run vineyard
Sample 4 different wines
Free time in San Gimignano and Pisa
Maximum group size of 50

What to bring:

Comfortable walking shoes
Government-issued ID
Camera
Water
Scarf/shawl to cover knees and shoulders for religious sites

Customer Reviews

4.81 (52)

Leave a review

Didn't see anything

Roland Lopez, 10 November 2025

Moved around dates and tried to reschedule and NO ONE called me back or tried to help. Still have had no response or even an option to return my fee. I will NOT use these guys again even though I scheduled 3 out of my 4 tours with them while in Italy. You'd think that I'd at least I'd get a call back after booking a few tours with them.

Tuscany

Jodi Wilson, 29 October 2025

Wonderful tour seeing cities of Tuscany along with fabulous lunch at an organic winery. Beautiful! Gianlucca, our tour guide, was the best !!!

A packed, but amazing day

Amy Sachs, 28 October 2025

Our guide Giancarlo was entertaining and informative, and kept our group organized and on time. Of course I wish we had more time in all the stops, but this was a great overview of the gorgeous Tuscan towns/countryside.

Perfect day

Michael Ciantro, 02 October 2025

The tour and Manno were great. Very informative. Scenery was breathtaking Thrilled we went

Fantastic people , terrible tour

Bob Merrell, 26 September 2025

Naomi and Paulo our driver were exceptional. They made the day worthwhile. Also the food at the working farm was good. The organizers need to seriously figure out better timing and meeting locations. Getting dropped off in the dark at night ,way out at the train station is ridiculous At least have cabs available for us The time on tour vs the free time was way out if balance. For example Pizza was shutting down while we were there and it was getting seedy. Why not cut the tine there down and get back at a decent time. The day was simply too long. Siena was wonderful but way to much talk time and nit enough exploring the town Overall i felt like we spent all day like cruise ship people with loads of buses all arriving at the same time Tried it once and wont do it again. With Goggle Maps id drive myself and set my own pace

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Frequently Asked Questions

What to bring?

Make sure to wear comfortable clothes appropriate to the season and a valid ID. During the summer, don’t forget a hat and a bottle of water!

What to bring?

Make sure to wear comfortable clothes appropriate to the season and a valid ID. During the summer, don’t forget a hat and a bottle of water!

Is this tour run by The Tour Guy?

This tour is operated by one of our trusted and vetted partners in Florence.

What if I have concerns about my mobility on this tour?

Unfortunately, due to the uneven and steep surfaces in the locations we will be visiting, this day trip to Tuscany is not suitable for wheelchair users or those who may have trouble walking.

What happens if it rains?

We run our Tuscany day trips rain or shine. In the case of extreme weather conditions, cancellations may occur, and a full refund will be provided.

Is there any chance my tour might be canceled?

On the rare occasion the tour is canceled, we'll inform you as soon as possible. We will work with you to reschedule your tour when possible or provide a full refund.

Is there a dress code to enter the religious sites on this tour?

Both men and women are required to cover their knees and shoulders, otherwise, the Cathedral in Siena may refuse entry and you’ll miss out on a portion of your tour. We understand the summers in Tuscany can be hot, so a great alternative is to bring a shawl/scarf/sweater with you. That way you can cover your knees and shoulders when necessary.

How comprehensive is this tour of Tuscany?

In the spirit of seeing as much of Tuscany in one day as possible, the time spent in Siena, San Gimignano and Pisa are abbreviated compared to our private tours to each of these areas. You'll still get to experience all the most important elements of these impressive towns and cities.

Does the Duomo in Siena ever experience sudden closures?

Yes, at times the Duomo in Siena will be closed for religious services. If this is the case during your tour, you will visit the beautiful Santa Maria della Scala Museum instead.

Are tickets to the Leaning Tower of Pisa included?

Tickets to the Leaning Tower of Pisa are not included in the price paid. In case you wish to add them, please let us know and we will do our best to secure them for you.

Is lunch included in the price of the tour?

Yes, a delicious Tuscan lunch at the wine estate is included!

What if I have food allergies, intolerances, or other dietary requirements?

Not a problem at all, vegetarian and gluten-free options will be available. Please contact us in advance so we can do our best to accommodate your needs. We will work with our tour partners to provide you with an alternative when possible.

How many glasses of wine will I get?

You'll enjoy at least 4 different wine varieties during your wine tasting. In addition to your tasting, wine will also be served with lunch.

What if I don’t drink alcohol but I’d still like to join a food tour?

Not a problem. Please let us know in the comment box when you book your tour so we can make sure an alternative drink is provided.

Can I bring my kids and do I have to pay for them?

Kids are welcome on this tour, and children aged 8-17 pay a reduced fee. Children 7 and under may join for free. Please choose accordingly during the booking.